<i>C</i>-Nucleosides and related compounds. XI. The synthesis of the 2-deoxy carbocyclic analogue of <scp>D</scp>,<scp>L</scp>-pyrazofurin A

Just, George; Kim, Sunggak

doi:10.1139/v76-415

Cited by 9 publications

(1 citation statement)

References 3 publications

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“…(liquid film) 2 830, 1730 (CO,R), 1 380 and 1 370 [(OMe),], and 750 and 699 cm-' (Ph); 6 , (250 MHz; CDCl,) (a-epimer) 1.31 (3 H, s, Me), 1.43 (3 H, s, Me), 1.9-2.0 (2 H, m, 5-H,), 2.22 (1 H, dtd, J 10,9, and 5 Hz, 4-H), 2.97 (1 H, br t, J4. 5 N-( 2-Pyridylmethyl)-4~-dimethoxymethyl-2a,3a-( isopropylidenedioxy)cyclopentune-1 P-curboxumide (15).--To a solution of the acid (6) (1.2 g, 4.62 mmol) in dry dichloromethane (75 ml) was added a solution of 2-(aminomethy1)pyridine (0.56 g, 5.18 mmol) in dichloromethane (6 ml) followed by DCC (0.98 g, 4.75 mmol). The resulting solution was stirred under nitrogen for 1 h, then filtered to remove dicyclohexylurea, and the solvent was removed.…”

Section: -Dimethoxymethyl-2a3a-(isopropylidenedioxy)cyclopentune-1 -C...mentioning

confidence: 99%

Synthesis of carbocyclic C-nucleoside analogues from 8,9,10-trinorborn-5-en-2-ol

Cookson¹,

Dudfield²,

Scopes³

1986

J. Chem. Soc., Perkin Trans. 1

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Section: -Dimethoxymethyl-2a3a-(isopropylidenedioxy)cyclopentune-1 -C...mentioning

confidence: 99%

Synthesis of carbocyclic C-nucleoside analogues from 8,9,10-trinorborn-5-en-2-ol

Cookson¹,

Dudfield²,

Scopes³

1986

J. Chem. Soc., Perkin Trans. 1

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The Total Synthesis of Carbohydrates 1972–1980

Zamojski

Grynkiewicz

1984

Total Synthesis of Natural Products

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L‐Nucleosides

Perrone

Capobianco

2013

Chemical Synthesis of Nucleoside Analogues

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C-Nucleosides and related compounds. XI. The synthesis of the 2-deoxy carbocyclic analogue of D,L-pyrazofurin A

Abstract: The title compound bas been synthesized in an eleven-step sequence, starting from the known Diels–Alder adduct 7.

Cited by 9 publications

References 3 publications

Synthesis of carbocyclic C-nucleoside analogues from 8,9,10-trinorborn-5-en-2-ol

Synthesis of carbocyclic C-nucleoside analogues from 8,9,10-trinorborn-5-en-2-ol

The Total Synthesis of Carbohydrates 1972–1980

L‐Nucleosides

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